BTM-1086(HCl), BTM-1042

Chemical Name: cis-(-)-2,3-Dihydro-3-[(4-methyl-1-piperazinyl)methyl]-2-phenyl-1,5-benzothiazepin-4(5H)-one dihydrochloride
CAS No. 72293-40-4, 72293-38-0 (free base)
项目整合开发状态: Biological Testing
项目研究机构: Maruko (Originator)
合成路线:The reaction of 2-aminothiophenol (I) with diethyl benzylidenemalonate (II) by heating at 90 C gives diethyl 2-(2-aminophenylthio)-2-phenylethane-1,1-dicarboxylate (III),which is cyclized by heating at 180 C with triethylamine hydrochloride yielding 2,3-dihydro-3-ethoxycarbonyl-2-phenyl-1,5-benzothiazepin-4(5H)-one (IV).The reduction of (IV) with LiAlH4 in THF affords 2,3-dihydro-3-hydroxymethyl-2-phenyl-1,5-benzothiazepin-4(5H)-one (V),which by reaction with SOCl2 in refluxing benzene is converted into 2,3-dihydro-3-chloromethyl-2-phenyl-1,5-benzothiazepin-4(5H)-one (VII).Finally,this compound is treated with N-methylpiperazine at reflux temperature,and acidified with HCl.An alternative way is the reaction of (V) with methanesulfonyl chloride in pyridine affording 2,3-dihydro-3-methanesulfonyloxymethyl-2-phenyl-1,5-benzothiazepin-4(5H)-one (VI),which is then treated with N-methylpiperazine and HCl as before.